Method for preparing anti-pathogenic active oleanane glycoside through chemical conversion

An oleanane-type, anti-pathogenic technology is applied in the field of biocidal active substances to achieve the effects of good environmental compatibility, prevention of pathogen adhesion, and strong foaming.

Active Publication Date: 2017-05-31
JIANGXI AGRICULTURAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although there are many types of saponins contained in the fruit of Sapindus chinensis, the oleanane-type triterpene saponins contained in the sapins are relatively single, that is, hedera-type saponins. The main difference lies in the sugar chain (position C3 or C28, the type Ara, Rha, Xyl, Glu, order of attachment, and presence or absence of acetyl groups on terminal sugars)
It is precisely because of the differences in these sugar chains and their modification groups on sugar chains that saponins with different structures show very different antibacterial activity differences

Method used

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  • Method for preparing anti-pathogenic active oleanane glycoside through chemical conversion
  • Method for preparing anti-pathogenic active oleanane glycoside through chemical conversion
  • Method for preparing anti-pathogenic active oleanane glycoside through chemical conversion

Examples

Experimental program
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Effect test

Embodiment 1

[0029]1. Extraction of Sapindus crude saponin: remove the husk and core of Sapindia fruit, air-dry the mesocarp at room temperature, weigh 10kg, add 50kg of 70% ethanol aqueous solution to soak for 20 hours, extract in 70°C water bath for 5 hours, and suction filter. Recover the ethanol solvent under reduced pressure and concentrate to obtain about 6kg of crude saponin extract (standby);

[0030] 2. Acid-converted crude saponin extract: slowly add 10 mL of 2 M hydrochloric acid solution to 5 kg of crude saponin extract to obtain a mixed saponin aqueous solution, and adjust with water to obtain a final concentration of hydrochloric acid in the mixed saponin aqueous solution of 0.1 M. Hydrolyzed for 18 hours to obtain active oleanane triosyl saponins;

[0031] 3. Deacidification and concentration of active oleanane-type saponins: Pour the active oleanane trisaccharide-based saponins into the D101 macroporous resin column until the breakthrough point, let the D101 macroporous res...

Embodiment 2

[0035] 1. Crude saponin extraction of Sapindus chinensis: Sapindia chinensis fruit, shell and core removed, mesocarp air-dried at room temperature, weighing 20kg, adding 160kg of 80% ethanol aqueous solution to soak for 24 hours, leaching in 90℃ water bath for 10 hours, and suction filtration , recover the ethanol solvent under reduced pressure and concentrate to obtain about 8kg crude saponin extract (for standby);

[0036] 2. Alkali-transformed crude saponin extract: slowly add 10 mL of 2 M sodium hydroxide solution to 5 kg of crude saponin extract to obtain a mixed saponin aqueous solution, and adjust the final concentration of sodium hydroxide in the mixed saponin aqueous solution to 0.5 M with water. Hydrolyze at 90°C for 24 hours to obtain active oleanane triosyl saponins;

[0037] 3. Dealkalization and concentration of active oleanane-type saponins: Pour the active oleanane trisaccharide-based saponins into the D101 macroporous resin column until the breakthrough point,...

Embodiment 3

[0041] 1. Crude saponin extraction of Sapindus chinensis: Sapindia chinensis fruit, remove husk and core, air-dry mesocarp at room temperature, weigh 6kg, add 30kg of 60% ethanol aqueous solution to soak for 12h, leaching at 60°C for 3h, suction filtration, and decompression Recover the ethanol solvent and concentrate to obtain about 4kg crude saponin extract (standby);

[0042] 2. Convert the crude saponin extract to acid and then alkali: slowly add 0.5 mL of 2 M hydrochloric acid solution to 4 kg of crude saponin extract to obtain a mixed saponin aqueous solution, and adjust the final concentration of hydrochloric acid in the mixed saponin aqueous solution to 0.1 M with water, 60 After hydrolysis for 12 h at ℃, adjust the final concentration of sodium hydroxide in the mixed saponin aqueous solution to 0.5 M with 2 M sodium hydroxide solution, and hydrolyze for 12 h at 60 °C to obtain active oleanane triosyl saponin;

[0043] 3. Concentrated active oleanane triose-based sapon...

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Abstract

The invention discloses a method for preparing anti-pathogenic active oleanane glycoside through chemical conversion. Oleanane glycoside plants of soapberry fruits and the like are taken as raw materials, directed hydrolytic conversion on a crude saponin extract solution through alcohol leaching extraction by using diluted acid or diluted alkali, or using the diluted alkali after the diluted acid or using the diluted acid after the diluted alkali and non-antibacterial active saponin is converted into active oleanane triglycogenin; and then anti-pathogenic active oleanane glycoside with high concentration is obtained through macroporous resin adsorption, washing for acid, alkali or salt removal and alcohol washing on the active oleanane triglycogenin. The prepared saponin has prevention and control activity on various crop pathogenic fungi of rice blast and the like, and the effective concentration in the antibacterial process is greatly reduced in comparison with that of mixed saponin of raw materials.

Description

technical field [0001] The present invention relates to biological pathogenic bacteria active substances, in particular to a method for chemically transforming and preparing active oleanane-type saponins against pathogenic bacteria. Background technique [0002] Oleanolic acid (Oleanolic acid) is a naturally occurring pentacyclic triterpenoid compound widely distributed in the plant kingdom. There are more than 1260 species of plants containing oleanolic acid. Plants use it as aglycone, and through aglycon Hydroxyl, aldehyde group, angelica acyl group, and biochemical modifications such as sugar group form a variety of oleanane-type saponins. These saponins are often distributed in the epidermal cells of plants and more or less play a role in preventing and controlling external diseases and insect pests, so saponins are also known as phytoanticipins. [0003] Due to the complex structure of plant saponins, it also determines the diversity of its antibacterial activity. Stu...

Claims

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Application Information

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IPC IPC(8): C07J63/00A01N43/16A01P3/00
CPCA01N43/16C07J63/008
Inventor 霍光华杨小辉陈绪涛李红
Owner JIANGXI AGRICULTURAL UNIVERSITY
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